US4800227AExpiredUtility
Process for the production of lactams
Est. expiryAug 20, 2004(expired)· nominal 20-yr term from priority
Inventors:Michael S. Matson
C07D 201/08
90
PatentIndex Score
21
Cited by
10
References
19
Claims
Abstract
A one-step method for the reductive amination of a heterocyclic to produce a nitrogen-containing heterocyclic. The feedstock is contacted with a mixed metal catalyst in which the metal comprises palladium and one of ruthenium, rhodium or rhenium.
Claims
exact text as granted — not AI-modifiedI claim:
1. A process for producing a lactam comprising contacting a feedstock selected from the group consisting of acid anhydrides, dicarboxylic acids, lactones, and imides, said feedstock having 4 to 6 carbon atoms in the backbone with a catalyst system comprising palladium and at least one second metal selected from the group consisting of ruthenium, rhodium and rhenium under conditions to convert at least a portion of the feedstock to the lactam.
2. A process for producing a lactam comprising contacting a feedstock selected from the group consisting of acid anhydrides, dicarboxylic acids, lactones, and imides, said feedstock having 4 to 6 carbon atoms in the backbone, hydrogen, and an aminating agent, with a catalyst system comprising palladium and at least one second metal selected from the group consisting of ruthenium, rhodium and rhenium in a polar liquid medium under conditions to convert at least a portion of the feedstock to the lactam.
3. A process as in claim 2 wherein the feedstock is selected from acid anhydrides and their corresponding acids.
4. A process in accordance with claim 2 wherein said second metal of said catalyst consists essentially of ruthenium.
5. A process in accordance with claim 2 wherein said catalyst further comprises a particulate support selected from the group consisting of alumina, silica-alumina, silica, zirconia and carbon and in which the palladium and the ruthenium are deposited on the particulate support.
6. A process in accordance with claim 5 wherein said catalyst consists essentially of ruthenium and palladium on a particulate alumina support.
7. A process in accordance with claim 6 where the ruthenium weight fraction of the catalyst, defined as wt. Ru/wt. (Ru+Pd), is in the range of from about 0.1 to 0.9.
8. A process in accordance with claim 6 wherein said ruthenium weight fraction is in the range of from about 0.3 to about 0.8.
9. A process in accordance with claim 6 wherein said ruthenium weight fraction is in the range of from about 0.4 to about 0.7.
10. A process in accordance with claim 9 wherein the feedstock is selected from the group consisting of maleic anhydride, maleic acid, succinic anhydride or succinic acid.
11. A process in accordance with claim 10 wherein said aminating agent comprises ammonia.
12. A process in accordance with claim 11 wherein said polar liquid medium is selected from the group consisting of water and ethers.
13. A process in accordance with claim 12 wherein said polar liquid medium is predominantly water.
14. A process in accordance with claim 13 wherein each mole of feedstock is brought together with from about 1 to about 5 moles of ammonia and 3 to about 25 moles of water, and with about 0.01 to about 0.75 grams of mixed palladium and ruthenium contained in said catalyst.
15. A process in accordance with claim 14 wherein the feedstock comprises maleic anhydride or maleic acid and each mole of feedstock is brought together with from about 1.2 to about 2 moles of ammonia and about 12 to about 15 moles of water, and with about 0.2 to about 0.6 grams of mixed palladium and ruthenium contained in said catalyst.
16. A process in accordance with claim 15 further comprising maintaining the temperature in the range of from about 200° to about 300° C.
17. A process in accordance with claim 16 further comprising maintaining the temperature in the range of from about 240° to about 270° C.
18. A method in accordance with claim 16 further comprising maintaining the pressure in the range from about 500 to about 5000 psig by hydrogen addition.
19. A method in accordance with claim 17 further comprising maintaining the pressure in the range of from about 1500 to about 4000 psig by hydrogen addition.Cited by (0)
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